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It is possible to cut down a tree on your property yourself, but it is generally not recommended unless specific conditions are met. You should only consider this project if the tree is small (e.g., under 4-5 inches in diameter and short enough that you don't need a ladder to reach the branches), and you are experienced in handling a chainsaw. The tree must also be located far from any power lines, fences, homes, or other structures. Even for small trees, the work can be dangerous, and it's always advisable to have a spotter to ensure the tree falls correctly and no branches fall on you.

For any tree that is large, requires a ladder to access, or is near electrical lines or structures, you should always hire a professional. Attempting to remove a large tree yourself is extremely dangerous, poses a risk of serious injury, and could result in significant damage to your property.

Before any tree removal, it's also important to check your local and state regulations to ensure the tree is not historic or otherwise protected by your city.

Trees don’t usually grow back after being cut down. Some particularly robust tree species may start sending up new stems from a stump to recover, but those stems won’t become a “tree” like before. Generally, trees don’t recover from being entirely cut down, which is why it’s important to be careful when making a decision. When you cut down a tree, it’s a good idea to make plans to remove the stump, even if it’s unlikely to grow back.

There are four common ways to prune a tree correctly: crown thinning, crown reduction, crown raising, and crown cleaning. The method you choose depends on the purpose of pruning. However, making the correct cuts is a vital part of the process, regardless of your method. Pruning incorrectly can damage or even kill the tree. So, you may want to hire a professional tree-trimming company to tackle the task. 

A tree can grow back from its stump, but full regrowth is unlikely (especially for more stubborn conifer trees). Instead, trees are more likely to send up a number of shoots from the dead stump, which will try to develop into primary stems over time. In other words, it will start to look increasingly bushy. The goal of killing and drying out a tree stump is to prevent that from happening, as well as make the stump easier to completely remove.